4-hydroxy-2-[(3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)methyl]-3-(4-hydroxyphenyl)-2H-furan-5-one

Details

• Internal ID: be21c43b-45a3-4e73-9ab7-56ffe81c354f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 4-hydroxy-2-[(3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)methyl]-3-(4-hydroxyphenyl)-2H-furan-5-one
• InChI: InChI=1S/C22H22O6/c1-22(2)18(24)11-14-9-12(3-8-16(14)28-22)10-17-19(20(25)21(26)27-17)13-4-6-15(23)7-5-13/h3-9,17-18,23-25H,10-11H2,1-2H3
• InChI Key: OFDJVCBYZMERME-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₆
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.14163842 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.6302	63.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8188	81.88%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.8178	81.78%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8057	80.57%
P-glycoprotein inhibitior	-	0.5534	55.34%
P-glycoprotein substrate	-	0.5803	58.03%
CYP3A4 substrate	+	0.6331	63.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.6977	69.77%
CYP2C9 inhibition	+	0.5940	59.40%
CYP2C19 inhibition	+	0.5512	55.12%
CYP2D6 inhibition	-	0.7836	78.36%
CYP1A2 inhibition	-	0.7920	79.20%
CYP2C8 inhibition	+	0.7736	77.36%
CYP inhibitory promiscuity	+	0.5980	59.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4366	43.66%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.7283	72.83%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6910	69.10%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7540	75.40%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4620	46.20%
Acute Oral Toxicity (c)	I	0.6148	61.48%
Estrogen receptor binding	+	0.8656	86.56%
Androgen receptor binding	+	0.8117	81.17%
Thyroid receptor binding	+	0.6296	62.96%
Glucocorticoid receptor binding	+	0.8514	85.14%
Aromatase binding	+	0.5833	58.33%
PPAR gamma	+	0.8075	80.75%
Honey bee toxicity	-	0.8243	82.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.69%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.27%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.58%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.33%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.21%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.71%	96.95%
CHEMBL236	P41143	Delta opioid receptor	89.29%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.92%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.52%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.45%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.84%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.56%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.76%	99.17%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.85%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL1944	P08473	Neprilysin	82.49%	92.63%
CHEMBL242	Q92731	Estrogen receptor beta	81.62%	98.35%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.91%	95.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.91%	90.93%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.62%	95.53%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162990745
• LOTUS: LTS0122102
• wikiData: Q104193317